Toluene → 4-Acetoxypentanoic acid chloride

HRID 376166ノート

反応式

HRID 376166 の反応式
[C:1]([O:4][CH:5]([CH3:11])[CH2:6][CH2:7][C:8](O)=[O:9])(=[O:3])[CH3:2].C1(C)C=CC=CC=1.C(Cl)(=O)C([Cl:22])=O>CN(C)C=O>[C:1]([O:4][CH:5]([CH3:11])[CH2:6][CH2:7][C:8]([Cl:22])=[O:9])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 1140TolueneHCID 65578Oxalyl chlorideHCID 147371984-Acetoxypentanoic acid

生成物 1

HCID 543443094-Acetoxypentanoic acid chloride収率 81.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

46.5 g (0.29 mol) of 4-acetoxypentanoic acid are dissolved at room temperature in 230 ml of abs. toluene, and then 0.2 ml of abs. Dimethyl formamide is added. Then 32.6 ml (0.38 mol) of oxalyl chloride are added dropwise such that the evolution of gas remains under control. When the dropwise addition is complete, the reaction mixture is heated to 50° C. and stirred for 1 hour at this temperature. The orange-red reaction solution is concentrated by evaporation. Distillation of the residue gives 42.2 g of 4-acetoxypentanoic acid chloride as a colourless liquid of b.p.34 110°-112° C.

後処理

  1. additionWhen the dropwise addition
  2. concentrationThe orange-red reaction solution is concentrated by evaporation
  3. distillationDistillation of the residue

出典と根拠

ORDレコード
ord-f07c916ccf964837ade5afd1f6aa4503
出典データセット
uspto-grants-1996_01
特許番号
US05488140

反応ノート

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